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A study on the conversion of indanones into carbostyrils.

Abstract：

:We have surveyed the utility of Beckmann rearrangement for the conversion of indanones into carbostyrils. Initial attempts at the conversion of 6-methoxy indanone oxime under classical conditions resulted in the formation of the two unusual products: 2-sulfonyloxyindanone and the dimeric product. This unusual rearrangement was also observed by the treatment of some metal triflates species. Further investigation has led to the development of reliable conditions starting from oxime mesylate (not oxime tosylate), in which some strong Lewis acid catalyst (ZrCl(4)) was employed in either a conventional or non-conventional solvent system. The advantage of the new protocol is highlighted by the simple work up and direct isolation of the product in 65% isolated yield.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Torisawa Y,Nishi T,Minamikawa Ji

doi

10.1016/s0968-0896(03)00116-0

subject

Has Abstract

pub_date

2003-05-15 00:00:00

pages

2205-9

issue

10

eissn

0968-0896

issn

1464-3391

pii

S0968089603001160

journal_volume

11

pub_type

杂志文章

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